Hydrochloric Acid → 2-Amino4(2',4',6'-triiodophenyl)-benzoyl-d-glucosamine

HRID 1976504Notes

Reaction equation

[N+:1]([C:4]1[CH:35]=[C:34]([C:36]2[C:41]([I:42])=[CH:40][C:39]([I:43])=[CH:38][C:37]=2[I:44])[CH:33]=[CH:32][C:5]=1[C:6]([C:8]1([O:26][C@H:25]([CH2:27][O:28]C(=O)C)[C@@H:20]([O:21]C(=O)C)[C@H:15]([O:16]C(=O)C)[C@H:13]1[NH2:14])[O:9]C(=O)C)=[O:7])([O-])=O.Cl>>[NH2:1][C:4]1[CH:35]=[C:34]([C:36]2[C:37]([I:44])=[CH:38][C:39]([I:43])=[CH:40][C:41]=2[I:42])[CH:33]=[CH:32][C:5]=1[C:6]([C:8]1([O:26][C@H:25]([CH2:27][OH:28])[C@@H:20]([OH:21])[C@H:15]([OH:16])[C@H:13]1[NH2:14])[OH:9])=[O:7]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 865835202-nitro-4-(2',4',6'-triiodophenyl)-benzoyl-1,3,4,6-tetra-O-acetyl-D-glucosamine

Product 1

HCID 1317225472-Amino4(2',4',6'-triiodophenyl)-benzoyl-d-glucosamine

Procedure

2-nitro-4-(2′,4′,6′-triiodophenyl)-benzoyl-1,3,4,6-tetra-O-acetyl-D-glucosamine (10) is treat with stannous chloride in the presence of hydrochloric acid to yield 2-amino-4-(2′,4′,6′-triiodophenyl)-benzoyl-D-glucosamine (11).

Sources & evidence

ORD record: ord-0fab955324c74365859f32e643915a8f
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06226352B1

Reaction notes

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